This Could Only Be Better Under One Circumstance...

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answer,double meaning,equestrian,equestrianism,fellers,fellows,literalism,question,rich,slang,surname
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... and that circumstance would be if his name was Fuddyduddy Fop. #HaveIMentionedILoveTheTermFuddyDuddy? - Matty Malaprop

It's Not the Kind You're Thinking of, Though

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dogs,dope,double meaning,insult,lolcats,slang
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Fortunately (unfortunately?), man's best friend is more or less man's worst drug. Unless you're a crazy dog person, but that's just silly. - Matty Malaprop

Love LOLcats? Who doesn't?! There are so many more over here!

Maybe You Should Shed That Title...

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ambition,cut,double meaning,failure,goal,literalism,slang,tool
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I mean, I know in your glory days there was no other soul who could ply like you, but you seem to have gotten a little rusty with age... - Matty Malaprop

The Seventh Book Really is a Joke

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double meaning,Harry Potter,internet speak,j-k-rowling,jk,just kidding,lingo,literalism,lol,slang
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After all, I was Rowling in my seat in agony after I finished the epilogue... - Matty Malaprop

He Made You Some Hotdogs, But He Eated Them

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dogs,double meaning,grill,Hall of Fame,literalism,slang,up
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Further proof that the hazards of wiener dog ownership are many and varied. - Matty Malaprop

You can has moar goggies over here!

Sweet Kicks, Bro!

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cereal,double meaning,homophone,kicks,kix,literalism,shoes,slang
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Air Jordans might be more expensive, but this guy knows you can't beat shoes that are kid-tested and mother-approved! - Matty Malaprop

Post-Traumatic Bake Disorder

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abbreviation,cookies,double meaning,gingerbread,gingerbread man,Hall of Fame,homophone,literalism,nam,nom,slang,veteran,Vietnam
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It's not all bad though. At the very least, they discharged him from the U.S. Oven with a Purple Heart baked into his frosting uniform. - Matty Malaprop